Lateral lithiation of ethyl 4-acetyl-5-methyl-3-isoxazolyl carboxylate with 5,5-dimethyl-1,3-dioxanyl as a directing group

Peiwen Zhou, N. R. Natale

Research output: Contribution to journalArticlepeer-review

Abstract

Lateral lithiation of ethyl 4-acetyl-5-methyl-3-isoxazolyl carboxylate, a functionalized isoxazole AMPA analog, occurs cleanly at the C-5 methyl group with 5,5-dimethyl-1,3-dioxanyl as a directing group. The 4-acetyl isoxazole derivatives were transformed selectively by a modified Willgerodt- Kindler reaction into the corresponding homologated methyl esters after deprotection.

Original languageEnglish
Pages (from-to)8249-8252
Number of pages4
JournalTetrahedron Letters
Volume39
Issue number45
DOIs
StatePublished - Nov 5 1998

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